Startup Hustle Videos

April 23, 2026

Stop Hiding Behind Process (You Should Own the Product Instead)

Stop Hiding Behind Process (You Should Own the Product Instead)

Most product managers are just project managers with a fancier title. They make zero real decisions, answer to everyone, and wonder why nothing ships on time. Willis Jackson has been building product teams for over a decade. He's blacklisted entire companies from his hiring pool. And he moved to the…

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April 16, 2026

The Secret to Winning Venture Capital: What 2,000 Startup Investments Taught Dave Lambert

The Secret to Winning Venture Capital: What 2,000 Startup Investments Taught Dave Lambert

Most founders think investors bet on ideas. They don't. Dave Lambert has funded over 2,000 companies through RightSide Capital, and he's seen this pattern play out thousands of times. Great product. No revenue traction. Wrong ask, wrong timing. Automatic no. In this episode of Startup Hustle, Matt sits down with…

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April 9, 2026

Are Software Engineers Really at Risk? Mohan Reddy Weighs In

Are Software Engineers Really at Risk? Mohan Reddy Weighs In

Matt Watson sits down with Mohan Reddy, serial entrepreneur and Chief Scientist at Cornerstone AI Labs, to explore how AI is fundamentally reshaping the way we think about work, skills, and human potential. Mohan shares the origin story of Skyhive—a workforce intelligence platform built to reskill and upskill people at…

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April 2, 2026

How AI Is Disrupting Education with Katie Boody Adorno of LeanLab Education

How AI Is Disrupting Education with Katie Boody Adorno of LeanLab Education

AI is changing how kids learn. But are schools ready? Katie Boody Adorno is the founder and CEO of LeanLab Education. She's spent 13 years trying to close the opportunity gap in public education. In this episode, she and Matt break down how COVID widened learning disparities, why high-dosage tutoring…

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March 26, 2026

AI Isn't Killing Software Jobs: It's Changing Who Builds What

AI Isn't Killing Software Jobs: It's Changing Who Builds What

Zach Klempf is back! He joined Matt Watson on one of the early episodes of the show. Now, Zach is president of AutoManager, a private equity group with five automotive software companies under its umbrella. In this episode, Zach and Matt get into how AI is making senior engineers more…

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March 12, 2026

From Personal Tragedy to Healthcare Innovation

From Personal Tragedy to Healthcare Innovation

In this episode, entrepreneur Chris Jones shares his journey from personal tragedy to building MatchRite Care, a healthcare data integration platform. He discusses product-market fit, scaling strategies, and the importance of community and continuous learning in entrepreneurship. ⏱️ Episode Breakdown 00:00 The Entrepreneurial Journey Begins 02:54 The Birth of MatchRite…

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March 5, 2026

The Science of Scaling: Insights from Mark Roberge

The Science of Scaling: Insights from Mark Roberge

In this episode of Startup Hustle, Matt Watson interviews Mark Roberge, a former HubSpot executive and current venture capitalist, about his journey from engineering to sales and the importance of scaling startups. Mark discusses the genesis of HubSpot, the significance of sales in startups, and the concept of product-market fit.…

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Feb. 26, 2026

Revolutionizing Hiring with GitHired

Revolutionizing Hiring with GitHired

In this episode of Startup Hustle, Matt Watson interviews Krishna Oza, Founder and COO of Git Hired, discussing the challenges of hiring software engineers, particularly for startups. Krishna shares his personal experiences that led to the creation of GitHired, an AI-driven platform designed to help startups find the right technical…

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Feb. 19, 2026

Harnessing AI for Business Success

Harnessing AI for Business Success

In this episode of Startup Hustle, Matt Watson interviews John Morlan, founder and CEO of Smarter Risk, about the transformative impact of AI on startups. John shares his journey of integrating AI into his business, enhancing productivity, and improving collaboration with developers. He discusses the balance between product-led and sales-led…

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Feb. 12, 2026

Navigating Entrepreneurship: Insights from Matt Haycox

Navigating Entrepreneurship: Insights from Matt Haycox

In this episode, Matt Watson interviews Matt Haycox, an experienced entrepreneur who shares insights from his 25 years in business, focusing on capital raising, the challenges of entering the tech space as a non-technical leader, and the impact of AI on business development. Haycox discusses his journey from traditional businesses…

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Dec. 15, 2024

The Painful Truth About Your Startup Pitch

The Painful Truth About Your Startup Pitch

Nobody cares about your features. They care about their problems. Yet 90% of founders lead with "Here's what we do" instead of "Here's why you should care." What problem does your startup solve? Share below 👇 Full episode: https://www.startuphustlepodcast.com/the-best-startup-pitch-framework #StartupTips #PitchAdvice #StartupFounder #VentureCapital #EntrepreneurLife #StartupCommunity

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Dec. 13, 2024

Here's what's wrong with your pitch

Here's what's wrong with your pitch

You spent weeks on your pitch deck but can't explain your startup in 60 seconds 😬 #PitchTips #BusinessAdvice #StartupLife #Entrepreneurship #VentureCapital #SmallBusiness #PitchDeck Full episode with pitch expert Raj Nathan on Startup Hustle: https://www.startuphustlepodcast.com/the-best-startup-pitch-framework

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Dec. 11, 2024

💡 The QUE PASA Pitch Framework

💡 The QUE PASA Pitch Framework

Stop winging your startup pitch! This simple framework from pitch expert RajNATION will help you tell your story in 60 seconds or less. Save this for your next pitch deck! Full episode on Startup Hustle 🎙️ https://www.startuphustlepodcast.com/the-best-startup-pitch-framework #StartupAdvice #PitchDeck #StartupFounder #EntrepreneurMindset #StartupLife #VentureCapital #BusinessStrategy

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Dec. 11, 2024

The Best Startup Pitch Framework

The Best Startup Pitch Framework

In this episode, Matt Watson interviews Rajiv Nathan, the Startup Hype Man, who shares insights on how to effectively pitch a startup to investors and customers. Rajiv discusses his journey from a marketing background to becoming a pitch expert, emphasizing the importance of understanding the pitch landscape beyond just raising…

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Dec. 9, 2024

The hidden truth about building software

The hidden truth about building software

Writing code is just 20% of the work. Testing is the other 80%. Most founders don't realize this until it's too late. One small bug can destroy customer trust forever. Want insider tips on scaling up? Join the hustle today with our weekly newsletter. https://newsletter.productdriven.com/ #SoftwareDevelopment #TechFounder #StartupLessons #ProductDevelopment #qualityassurance

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Dec. 6, 2024

The brutal truth about product roadmaps

The brutal truth about product roadmaps

You can't do it all. And trying to will kill your startup. #ProductStrategy #StartupLife #SoftwareCompany #ProductManagement #techstartups Our newsletter comes with fresh content! Subscribe to get your weekly dose of Startup Hustle: https://newsletter.productdriven.com/

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Dec. 4, 2024

Want to know what most tech founders get wrong?

Want to know what most tech founders get wrong?

They think great code = great product. But here's the truth: Your technical team needs to understand the industry they're building for. #StartupLife #TechFounder #BuildInPublic #StartupAdvice #TechEntrepreneur

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Dec. 4, 2024

Targeting the Midmarket, Growing with SEO

Targeting the Midmarket, Growing with SEO

In this episode, Matt Watson interviews Ben Taylor, founder and CEO of Soft Ledger, about his journey in creating accounting software. They discuss the challenges of building a product in a competitive market, the importance of identifying gaps in existing solutions, and the lessons learned from the startup experience. Ben…

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Dec. 2, 2024

Small Wins ARE Wins

Small Wins ARE Wins

You're waiting for that perfect exit while passing up solid wins?🤔 Big Mistake! #Entrepreneurship #ExitStrategy #VentureCapital #StartupLife #BusinessAdvice #FounderLife #SmartMoney #WealthBuilding Building your playbook for scaling acquired companies? Get actionable insights every week for FREE: https://newsletter.productdriven.com/

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Nov. 29, 2024

POV: You can borrow $5M to buy a business instead of starting one 🤯

POV: You can borrow $5M to buy a business instead of starting one 🤯

Why struggle for years finding product-market fit when you can buy an existing business with SBA loans? #Entrepreneurship #SmallBusiness #SBALoan #BusinessTips #StartupLife #Acquisition #MoneyTok #BusinessOwner Building your playbook for scaling acquired companies? Get actionable insights every week for FREE: https://newsletter.productdriven.com/

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Nov. 27, 2024

The common skill gap among Founders is...

The common skill gap among Founders is...

When you're a 10/10 at building product but a 2/10 at scaling the business 😅 Every technical founder needs to hear this... #StartupTok #TechTok #FounderLife #StartupGrind #TechFounder #BuildInPublic #StartupAdvice #BusinessGrowth #Growth #ScaleUp Building your playbook for scaling acquired companies? Get actionable insights every week for FREE: https://newsletter.productdriven.com/

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Nov. 27, 2024

Starting vs Growing a Business

Starting vs Growing a Business

In this episode, Matt Watson and Sean Beckner discuss the journey of entrepreneurship, investment strategies, and the evolution of business growth. Sean shares his experiences transitioning from a startup founder to an investor, highlighting the importance of timing in business exits and the dynamics of customer engagement in the digital…

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Nov. 26, 2024

Will AI replace developers?

Will AI replace developers?

The real tea about dev life: 📱 20% actual coding 📊 30% meetings 📝 25% planning 🤔 25% other stuff AI might make coding faster but that's only 20% of the job! The math ain't mathing 🧮 #techlife #AI #coding #developerlife #techcareers 📨 Get weekly tips and stories for entrepreneurs…

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Nov. 25, 2024

find your tech tribe

find your tech tribe

POV: First-time founder takes money from investors who don't understand the business 😬 Real talk: 💰 Money is everywhere 🤝 Understanding is rare 🎯 Find your tribe Don't just chase the bag - chase the knowledge #startup #venturecapital #founderlife #techstartup 📨 Get weekly tips and stories for entrepreneurs and startup…

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